If you are looking for inexpensive or free things to do in Southern Maine, you're in the right place! Here are our picks for affordable events and deals in York and Cumberland counties.
Sunday, August 31, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Kids Bowl Free at Spare Time Portland | All Day | FREE | Spare Time Portland |
| Henry Strater's Ogunquit | $0-15.00 | Ogunquit Museum of American Art | |
| Where the Real Lies | $0-15.00 | Ogunquit Museum of American Art | |
| Gisela McDaniel | $0-15.00 | Ogunquit Museum of American Art | |
| Sunday Yoga in the Park | 8:00 am to 9:00 am | FREE | Discovery Park at LL Bean |
| Sunday Workout with Rêve Studios | 9:00 am to 10:00 am | FREE | Discovery Park at LL Bean |
| Scarborough Farmers' Market | 9:00 am to 1:00 pm | Scarborough Town Hall | |
| Gray Village Farmers' Market | 10:00 am to 1:00 pm | The Village Green, Gray | |
| Kittery Community Market | 10:00 am to 2:00 pm | Post Office Square, Kittery | |
| South Portland Summer Farmers' Market | 10:00 am to 2:00 pm | South Portland Town Office | |
| Creative Movement with Portland School of Ballet | 11:00 am to 11:30 am | FREE | Portland Public Library, Downtown Branch |
| Live Music at the Front Porch | 2:00 pm to 11:55 pm | The Front Porch in Ogunquit | |
| Jazz Sundays at the Bitter End | 4:00 pm to 7:00 pm | The Bitter End in Wells | |
| Raise the Bar Trivia at Bramhall Speakeasy in Portland | 7:00 pm | FREE | Bramhall Portland |
| Outdoor Adventure Film Series | 7:00 pm | FREE | Discovery Park at LL Bean |
| Dueing Divas | 8:00 pm | $25.00 | Mainestreet |
| Karaoke Queen | 9:00 pm | Mainestreet |
Monday, September 1, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Kids Bowl Free at Spare Time Portland | All Day | FREE | Spare Time Portland |
| Henry Strater's Ogunquit | $0-15.00 | Ogunquit Museum of American Art | |
| Where the Real Lies | $0-15.00 | Ogunquit Museum of American Art | |
| Gisela McDaniel | $0-15.00 | Ogunquit Museum of American Art | |
| Baby Storytime @ Riverton | 9:30 am to 10:00 am | FREE | Portland Public Library, Riverton Branch |
| Story Time at the Kennebunk Free Library | 10:00 am to 11:00 am | FREE | Kennebunk Free Library |
| Self-Guided Museum Tours | 10:00 am to 4:30 pm | FREE | Shaker Village at Sabbathday Lake, New Gloucester |
| Preschool Storytime @ Riverton (Ages 2-5) | 10:30 am to 11:00 am | FREE | Portland Public Library, Riverton Branch |
| Creative Movement with Portland School of Ballet | 11:00 am to 11:30 am | FREE | Portland Public Library, Downtown Branch |
| South Berwick Farmers' Market | 11:00 am to 2:00 pm | Central Elementary School, South Berwick | |
| Monday Mah Jongg in Kennebunk | 12:30 pm to 3:00 pm | FREE | Kennebunk Free Library |
| Live Music at the Front Porch | 4:00 pm to 11:55 pm | The Front Porch in Ogunquit | |
| Raise the Bar Trivia at Sebago Brewing in Kennebunk | 6:00 pm | FREE | Sebago Brewing Kennebunk |
| Raise the Bar Trivia at Austin Street Brewing in Portland | 6:00 pm | FREE | Austin Street Brewing, Portland |
| Raise the Bar Trivia at Outlook Tavern in South Berwick | 6:00 pm to 8:00 pm | Outlook Tavern South Berwick | |
| Best Worst Trivia at El Rayo Taqueria in Scarborough | 6:00 pm to 8:00 pm | FREE | El Rayo Taqueria |
| Best Worst Trivia at Banded Brewing in Biddeford | 6:30 pm to 8:30 pm | FREE | Banded Brewing |
| Best Worst Trivia at Lazzari in Portland | 8:00 pm to 10:00 pm | FREE | Lazzari Portland Maine |
Tuesday, September 2, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Kids Bowl Free at Spare Time Portland | All Day | FREE | Spare Time Portland |
| Henry Strater's Ogunquit | $0-15.00 | Ogunquit Museum of American Art | |
| Where the Real Lies | $0-15.00 | Ogunquit Museum of American Art | |
| Gisela McDaniel | $0-15.00 | Ogunquit Museum of American Art | |
| Brunswick Farmers' Market | 8:00 am to 1:00 pm | Lower Mall on Maine Street | |
| Farmyard Story Time | 10:00 am to 10:30 am | FREE | Wolfe’s Neck Center for Agriculture & the Environment |
| Self-Guided Museum Tours | 10:00 am to 4:30 pm | FREE | Shaker Village at Sabbathday Lake, New Gloucester |
| Preschool Storytime Downtown (Ages 2-5) | 10:30 am to 11:00 am | FREE | Portland Public Library, Downtown Branch |
| Imagine That: Three Centuries of Kennebunk Commerce Tour | 10:30 am to 11:30 am | $5.00-10.00 | Brick Store Museum |
| Creative Movement with Portland School of Ballet | 11:00 am to 11:30 am | FREE | Portland Public Library, Downtown Branch |
| In Stitches: Crafting at the Kennebunk Free Library | 11:00 am to 12:00 pm | FREE | Kennebunk Free Library |
| Morning Book Discussion: "The Secret Lives of Booksellers & Librarians" In-Person | 11:00 am to 12:00 pm | FREE | Scarborough Public Library |
| Live Music at the Front Porch | 4:00 pm to 11:55 pm | The Front Porch in Ogunquit | |
| Tuesday Talk | 5:00 pm to 7:00 pm | Ogunquit Museum of American Art | |
| Tuesday Trivia at the Maine Beer Company, Freeport | 6:00 pm to 12:00 am | FREE | Maine Beer Company |
| Silent Book Group | 6:30 pm to 7:30 pm | FREE | South Portland Library |
| Best Worst Trivia at Another Round Maine in Portland | 6:30 pm to 8:30 pm | FREE | Another Round Maine |
| Raise the Bar Trivia at Pepper's Landing | 6:30 pm to 9:00 pm | FREE | Pepper’s Landing, Ogunquit |
| Raise the Bar Trivia at Pat’s Pizza in Scarborough | 7:00 pm | Pat’s Pizza Scarborough | |
| Trivia at Garden Street Bowl | 7:00 pm to 9:00 pm | FREE | Garden Street Bowl & Crotux Restaurant, Kennebunk |
| Best Worst Trivia at Ri Ra Irish Pub Portland | 7:00 pm to 9:00 pm | FREE | Ri Ra Irish Pub Portland |
| Best Worst Trivia at Brookside Food and Drink in Westbrook | 7:00 pm to 9:00 pm | FREE | Brookside Food and Drink in Westbrook |
| Little Shop of Horrors | 8:00 pm | $50.00-160.00 | Ogunquit Playhouse |
Wednesday, September 3, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Kids Bowl Free at Spare Time Portland | All Day | FREE | Spare Time Portland |
| Henry Strater's Ogunquit | $0-15.00 | Ogunquit Museum of American Art | |
| Where the Real Lies | $0-15.00 | Ogunquit Museum of American Art | |
| Gisela McDaniel | $0-15.00 | Ogunquit Museum of American Art | |
| Portland Farmers' Market | 7:00 am to 1:00 pm | Deering Oaks Park | |
| Self-Guided Museum Tours | 10:00 am to 4:30 pm | FREE | Shaker Village at Sabbathday Lake, New Gloucester |
| Creative Movement with Portland School of Ballet | 11:00 am to 11:30 am | FREE | Portland Public Library, Downtown Branch |
| Kids Weekly Storytime | 11:00 am to 12:00 pm | FREE | Barnes and Noble South Portland |
| Rug Hooking at the Freeport Community Library | 1:00 pm to 4:00 pm | FREE | Freeport Community Library |
| Wells Farmers' Market | 1:30 pm to 5:00 pm | Wells Public Library | |
| Live Music at the Front Porch | 4:00 pm to 11:55 pm | The Front Porch in Ogunquit | |
| Ice Cream Night at the Trolley Museum | 5:30 pm to 7:30 pm | $12.00 | Seashore Trolley Museum |
| Wednesday Mah Jongg in Kennebunk | 5:30 pm to 7:30 pm | FREE | Kennebunk Free Library |
| Raise the Bar Trivia at Bissell Brothers Brewery in Portland | 6:00 pm to 8:00 pm | FREE | Bissell Brothers Brewery Portland |
| Best Worst Trivia at Salt Yard Cafe in Portland | 6:00 pm to 8:00 pm | FREE | Salt Yard Cafe |
| Trivia at Brickyard Hollow Brunswick | 6:00 pm to 8:00 pm | FREE | Brickyard Hollow Brunswick |
| Irish Music at Feile | 6:30 pm | Feile Irish Pub in Wells | |
| Best Worst Trivia at Wilson County Barbecue in Portland | 7:00 pm to 9:00 pm | FREE | Wilson County Barbecue |
| Best Worst Trivia at Smoked Portland | 7:00 pm to 9:00 pm | FREE | Smoked Portland |
| Little Shop of Horrors | 8:00 pm | $50.00-160.00 | Ogunquit Playhouse |
| Dueing Divas | 8:00 pm | $25.00 | Mainestreet |
Thursday, September 4, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Kids Bowl Free at Spare Time Portland | All Day | FREE | Spare Time Portland |
| Henry Strater's Ogunquit | $0-15.00 | Ogunquit Museum of American Art | |
| Where the Real Lies | $0-15.00 | Ogunquit Museum of American Art | |
| Gisela McDaniel | $0-15.00 | Ogunquit Museum of American Art | |
| Self-Guided Museum Tours | 10:00 am to 4:30 pm | FREE | Shaker Village at Sabbathday Lake, New Gloucester |
| Story Time at the Freeport Community Library | 10:15 am to 10:30 am | FREE | Freeport Community Library |
| Creative Movement with Portland School of Ballet | 11:00 am to 11:30 am | FREE | Portland Public Library, Downtown Branch |
| Crafty Kids at the Wells Public Library | 3:00 pm | FREE | Wells Public Library |
| Yarmouth Farmers' Market (May-Oct) | 3:00 pm to 6:00 pm | Bickford Pavillion | |
| Young Writers at TML | 3:30 pm to 4:30 pm | FREE | Thomas Memorial Library, Cape Elizabeth |
| Summer Sunsets Live! | 4:00 pm to 8:30 pm | FREE | Thompson’s Point |
| Live Music at the Front Porch | 4:00 pm to 11:55 pm | The Front Porch in Ogunquit | |
| Live Music at the Bitter End | 5:00 pm to 8:00 pm | The Bitter End in Wells | |
| Best Worst Trivia at Locally Sauced in Yarmouth | 6:00 pm to 8:00 pm | FREE | Locally Sauced in Yarmouth |
| Trivia at Brickyard Hollow Biddeford | 6:00 pm to 8:00 pm | FREE | Brickyard Hollow Biddeford |
| Trivia at Brickyard Hollow Ogunquit | 6:00 pm to 8:00 pm | FREE | Brickyard Hollow Ogunquit |
| Trivia at Brickyard Hollow Yarmouth | 6:30 pm to 8:30 pm | FREE | Brickyard Hollow Yarmouth |
| Trivia at Brickyard Hollow New Gloucester | 6:30 pm to 8:30 pm | FREE | Brickyard Hollow New Gloucester |
| Raise the Bar Trivia at Feile | 7:00 pm to 9:00 pm | FREE | Feile Irish Pub in Wells |
| Best Worst Trivia at Tomaso's Pizza & Burger Bar in Portland | 7:00 pm to 9:00 pm | FREE | Tomaso’s Pizza & Burger Bar |
| Best Worst Trivia at Arcadia Portland | 7:00 pm to 9:00 pm | FREE | Arcadia Portland |
| Trivia at Brickyard Hollow Portland | 7:00 pm to 9:00 pm | FREE | Brickyard Hollow Portland |
| Little Shop of Horrors | 8:00 pm | $50.00-160.00 | Ogunquit Playhouse |